[(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-(3-phenylmethoxypropanoylamino)oxan-2-yl]methyl acetate | 329950-05-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-(3-phenylmethoxypropanoylamino)oxan-2-yl]methyl acetate
• CAS: 329950-05-2
• 化学式: C₂₄H₃₁NO₁₁
• 分子量: 509.51
• InChiKey: WHVFHRZWOSXIHZ-JTYPQFNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-(3-phenylmethoxypropanoylamino)oxan-2-yl]methyl acetate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以100%的产率得到Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(3-hydroxy-propionylamino)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of N-acetylglucosamine thiazoline/lipid II hybrids

  摘要：

  Potential inhibitors of transglycosylases involved in bacterial cell wall biosynthesis were synthesized by combining N-acetylglucosamine thiazoline, a potent inhibitor of beta -hexosaminidase, with functional groups present in lipid IT, the natural substrate of the transglycosylases. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02020-7
• 作为产物：
  描述：

  3-(苄氧基)丙酸 、 tetra-acetyl glucosamine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到[(2R,3S,4R,5R,6S)-3,4,6-triacetyloxy-5-(3-phenylmethoxypropanoylamino)oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of N-acetylglucosamine thiazoline/lipid II hybrids

  摘要：

  Potential inhibitors of transglycosylases involved in bacterial cell wall biosynthesis were synthesized by combining N-acetylglucosamine thiazoline, a potent inhibitor of beta -hexosaminidase, with functional groups present in lipid IT, the natural substrate of the transglycosylases. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02020-7